Greenish-black azo dye.



' mirrn srn'rns Parana WALTER KGNIG, OF ELBERFELD, GERMANY, ASSIGNORTQ'FARBENFABRIKENWORM. FRIEDR. BAYER & CO.,,OF ELBERFELD, GERMANY.

GREENISH-B LACK AZO DYE.

Specification of Letters Patent.

Fatented nee. 31, 19 97.

Application filed August 26. 1907. Serial No. 390245- eral formula:

'(It stands for hydrogen or an alkyl; R, for

hydrogen or a substituent; and X stands for hydrogen or the sulfonicacid group), which dyestufls can be obtained by combining in alkalinesolution the diazo compounds of suli'onic acids of 1-naphthylamincompounds with 1amin0-7naphthol alkylated in the NH, group.

The new dyestuffs are in the shape of their alkaline salts dark powderssoluble in water; yielding upon reduction with stannous chlorid andhydrochloric acid sulfonic acids of l-naphthylamin compounds andalkylated 1-amino7oXy-8na1rhthylamin of the formula:

alkyl OH I in Y1) v (R stands for hydrogen or alkyl).

They are very good level acid dyeing col-' ors of strong covering power,producing on wool from brown to deep black shades of good fastness towashing. Cotton checking threads in wool pieces are not dyed by the newcolors.

In carrying out the new process practically I can proceed. as follows,the parts being by weight: 31.7 parts of l-naphthylamin- -sulfonate ofsodium are liazotized in the usual manner by means of hydrochloric acidand 7 parts of sodium nitrite. The diazo compound is then added withstirring to a solution of parts of L-benzylamino-F naphthol in 4 partsof NaOH and an excess of sodium carbonate solution. The dyestufi isfiltered oif, pressed and dried. It is, after being dried andpulverized, in the shapeof its sodium salt a dark powder soluble inwater with a grayish-blue color and being soluble in concentratedsulfuric acid with a bluishviolet color. By reduction with stannouschlorid and hydrochloric acid 1-naphthylamin-5-sulfonic acid and1-benzylamino-7- oxy8naphthylamin are obtained. The new dyestufi dyeswool from acid baths greenishblack shades.

The process is carried out 111 an analogous manner on using other oi'the above mentioned diazo compounds.

In the following table the shades on wooi of some of the new dyestufisare given.

1) i-naphtli llaminA-sulionic acid l-monomcthylamino-7-naphtho1.Blue-biack. 2) l-naphthylamin--sulionic acid l-dimethylamino-7maphthol@reenish-black.

8) l-naphthylamin esulionic acid l-monoethylamino-7-naphthol Blue-black.4) l-naphthylaminl sulionic acid 4- l-monobenzy1amino-7-naphtholGreenish-black.

5) 1-naphthylamin-5-su1i0nic acid glycin of V 1.7-a1ninonaphtholBlue-black. 6) l-naphthylamin-5-sulfonic acid l-benzylamino-7-naphtholGreenish-black. 7) 1-naphthylamin-(i-sulfonic acidl-benzylamino-Fnaphthol Green i sh-black. 8)l-naphthylamin-5.7-disulionic acid 1-ben' zylamino-Z-naphtholGreenish-blaek. 9) l-amino-Z-naphtholethyletheHS-s u l i o n 10 acid1-benzylamino-7-naphthol .Greenish-blaclc Having now describedmyinvention and in what manner the same is to be performed,

what I claim as new. and desire to secure by Letters Patent is i I 1.The herein-described new azo-dyestufis having the above given formula,obtainable by combining in alkaline solution sulfonic acids of1-naphthylamincompounds with alkylated 1- amino-7naphthol, whichdyestufl's are, after being dried and pulverized,

in the shape of their alkaline salts dark powders soluble in water;yieldin upon reduc tion with stannous chlorid an hydrochloric acidsulfonic acids of l naphthylamin compounds and alkylated1-amino-7-oXy-8naph thylamin, and dyeing wool from' acid baths generallyfrom brown to black shades, substantially as described.

2. The herein-described new azo-dyestufi obtainable by combining inalkaline solution the diaz'o compound of 1-naphthylamin-5- sulfonic acidwith l-benzylamino-7-naphthol, which dyestuff is, after being dried andpulverized, in the shape of its sodium salt a dark powder soluble inWater with a grayishblue color and being soluble in concentrated rid andhydro-chleric acid l-naphthylaminwitnesses.

sulfuric acid with a bluishwiolet color; I In tstimony whereof I havehereuntp set yielding upon reduction with stannous ch10.- my hand in thepresence of two subscnbmg 5-suif0nic acid and l-benzyiamino-7-oxy-8-naphthylamin; anddyei W001 from acid Witnesses:

bathsgreenish-black shapes, substantially OTTO KGNIG, as described.WILLY BRINHAUS WALTER KON1G.- I

